Vacation rentals in Middle Brook

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Top-rated vacation rentals in Middle Brook

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Top guest favorite

A wooden staircase leads up to a cozy outdoor seating area, shaded by a large umbrella. Soft light from lanterns creates a warm ambiance. Nearby, a circular stone fire pit holds a glowing fire, surrounded by trees offering a serene outdoor setting.

Tiny home in Park Hills

4.96 out of 5 average rating, 657 reviews

🔝❤️ PEACEFUL TREETOP COTTAGE

Small place for big occasions. PERSONALIZE your stay at our cozy wooded retreat with optional private European style HOT TUB, SAUNA, MASSAGES, intimate world-class FINE DINING, fire pit with FREE firewood + s'mores, and much more. We provide a HOMEY stay, EXCLUSIVE services, ROMANTIC privacy and affordable LUXURY for relaxing, reconnecting & rejuvenating. We're best for guests valuing quality over quantity, and those CELEBRATING life. We GUARANTEE an enjoyable and stress-free stay. PET FRIENDLY.

Top guest favorite

A rustic home built of natural wood is framed by blooming pink trees and lush green grass. The structure features a spacious porch with seating, while large windows allow views into the inviting interior.

Farm stay in Steelville

4.99 out of 5 average rating, 146 reviews

Yeary Farms Milt's Place with Private Beach!

An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

Top guest favorite

The cabin's exterior features warm wooden logs with a green roof, complemented by a covered porch. A charcoal grill is situated on the porch, with steps leading down to a grassy area. Surrounding landscapes include open fields and distant trees.

Cabin in Bourbon

4.92 out of 5 average rating, 452 reviews

Log Cabin at Meramec Farm

A warm, pine honeymoon cabin surrounded by pastoral Ozark countryside. The Meramec River flows through this seventh generation family farm. Cozy interior includes a kitchenette, dining area, and double bed on main level. All your cooking intensils are provided with coffee, tea, and paper products. DVDs and books available await you up the spiral staircase in the loft. Full bed on main level and two singles bed upstairs. Expansive view from your front porch of the highest bluffs on the Meramec.

Guest favorite

A lakeside view showcases calm waters reflecting morning light. The home’s exterior features gray siding and white shutters. A grassy lawn is observed, bordered by a large tree. The scene captures the peaceful surroundings, inviting guests to experience the tranquil setting.

Home in Fredericktown

4.92 out of 5 average rating, 104 reviews

The GooseNest • HOT TUB • Lake View

Enjoy a comfortable stay at this unique lakeside retreat. This home offers two bedrooms and one bathroom. Start your day with coffee and a view of the lake. You’ll stay a short drive from surrounding sites, including Millstream Gardens Conservation Area, Castor River Shut-ins, Elephant Rocks State Park, Johnson Shut-Ins State Park, Marble Creek Recreation Area, and Taum Sauk Mountain. Bring your fishing pole and kayak! End your day relaxing by the fire pit and watching the sunset on the lake

Superhost

The exterior of a charming cabin is surrounded by lush greenery and wildflowers. A red metal roof contrasts with the stone facade, while a wooden bridge leads to the entrance. Tall trees provide shade, creating a serene setting in a spacious yard.

Cabin in Middle Brook

4.61 out of 5 average rating, 92 reviews

Stone Cabin at Snow Hollow Lake

Relax with the whole family at this peaceful cabin on Snow Hollow Lake. Built in 1916, this cabin has access to swimming, fishing, and kayaking just around the corner. Enjoy the spacious backyard, roast marshmallows around the campfire, and BBQ on the screened in back porch. Remodeled in 2022 with modern amenities, this cabin has everything you need for the perfect getaway. Explore: Elephant Rock State Park: 3 miles Johnson’s Shut-Ins State Park: 12 miles Shepard Mountain Bike Park: 7 miles

Guest favorite

A charming log cabin is set amidst lush trees, featuring a green metal roof and a welcoming porch. Stone pathways guide to an outdoor seating area with a picnic table, complemented by a fire pit surrounded by natural stones, creating an inviting outdoor environment.

Cabin in Lesterville Township

4.88 out of 5 average rating, 330 reviews

Black River Cozy Cabin

This quaint cozy cabin offers a retreat from life's hustle and bustle with breathtaking views and a serene environment. The Black River Cozy Cabin is perfect for family vacations or a romantic get-away. With a secluded lake out the back door and two fire pits for roasting marshmallows and hot dogs, there are plenty of outdoor activities without even leaving the property. Of course, there is always more to explore in the area as well; including the Black River, which is just a short hike away.

Top guest favorite

A circular yurt is situated on a green lawn, featuring a wooden wraparound deck and a shaded area with a blue canopy. A stone fire pit is visible next to a picnic table and two adirondack chairs. Lush trees are seen in the background.

Yurt in Salem

4.97 out of 5 average rating, 174 reviews

Entire private Glamping Yurt next to forest

Pet friendly glamping in 1 of 2 private yurts next to the Mark Twain National Forest, is the perfect place to escape! Relax to all the sounds of nature the Mark Twain National Forest has to offer. Take in the stunning 360° views & peaceful surroundings from the 30'X30' wraparound deck! Spend your days hiking, kayaking, & all the things the area has to offer & your evenings around the campfire, watching the sunset & star gazing. If you love camping & modern amenities, you will love this place.

Top guest favorite

A bright living area features a light-colored sofa paired with a dark armchair. Natural wood accents are present in the coffee table and flooring. Large windows bring in ample light, showcasing a nature-inspired wall mural and a small decorative plant.

Apartment in Ironton

4.98 out of 5 average rating, 45 reviews

Mountain View at Pickle & Perk

Who says camping has to be all bug spray & soggy sleeping bags?Located above popular Pickle & Perk, Mountain View is unique stay in the heart of Arcadia Valley, offering the feel of luxury in the middle of camping country. This is perfect for those who want to skip the hassle of setting up a tent but still be surrounded by the great outdoors. Sip on gourmet coffee, listen to the birds, and the gentle bustle of the cafe environment. You can have your s'mores and eat them in the lap of luxury.

Top guest favorite

A welcoming view of the Ironton Bungalow is presented, featuring a traditional home with a stone chimney. A vintage-style lamp illuminates a sign displaying the property name, highlighting the pleasant neighborhood setting with lush greenery surrounding the house.

Bungalow in Ironton

4.96 out of 5 average rating, 132 reviews

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

The Ironton Bungalow is on quiet neighborhood street in the heart of downtown. A block off Main St. you can walk to town square restaurants and coffee shops thru our backyard gate. Enjoy the front porch for relaxing with coffee. Centrally-located home in in the Arcadia Valley , just minutes from Johnson Shut-Ins, Elephant Rocks and Taum Sauk State Parks, Black River Floating, Shepherd Mountain Bike Park, Pilot Knob battlefield and Millstream Gardens. Take a look at our insta #irontonbungalow

Guest favorite

A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.

Cabin in Leasburg

5 out of 5 average rating, 112 reviews

Luxury Cabin on 9 acres/Sleeps 6 with Hot Tub

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

Superhost

A historic home features a welcoming front porch with white railings and decorative planters. Green grass surrounds the property, and mature trees provide shade. The pathway leads up to the entrance, framed by a peaceful natural setting.

Home in Lesterville

4.85 out of 5 average rating, 143 reviews

Black River Dobbins House & Pavilion, Lesterville

This one of a kind historic home is located in the heart of Lesterville within walking distance to the local stores and restaurants. Included with stay is a private pavilion located on the crystal clear Black River less than a mile away. If floating of any kind is on your agenda, free shuttle to the house is available from some of the local campgrounds when you use them to navigate the black river. This home is just minutes away from Johnson's Shut Ins State Park and Elephant Rocks.

Guest favorite

The cabin features a welcoming façade with a screened-in porch, surrounded by lush greenery. A stone path leads to the entrance, highlighting the natural setting. Large windows allow for ample light, enhancing the connection to the outdoors.

Cabin in Arcadia

4.95 out of 5 average rating, 106 reviews

Quaint Little Porch Cottage

This wonderful little cabin is perfect for the couple that wants to get away. With its amazing screened in porch, it's the perfect place to have your morning coffee and watch the wildlife or a nice glass of wine at night. Sitting on 38 gated acres, this cabin shares the property with 6 other rentable cabins. This property adjoins our 700-acre property where we have a stocked pond for your fishing enjoyment and 6 miles of hiking/horse riding trails through our rolling woods.